Benzyl Alcohol → Benzyl 4-bromomethyl-3-nitrobenzoate

HRID 1514953노트

반응식

HRID 1514953 반응식
[Br:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[N+:12]([O-:14])=[O:13].[CH2:15](O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C1CCC(N=C=NC2CCCCC2)CC1>CN(C)C1C=CN=CC=1.ClCCl>[Br:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([O:9][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:8])=[CH:5][C:4]=1[N+:12]([O-:14])=[O:13]

참가 물질

6

반응물 3

HCID 244Benzyl AlcoholHCID 10868DicyclohexylcarbodiimideHCID 1323864-Bromomethyl-3-nitrobenzoic acid

생성물 1

HCID 66965750Benzyl 4-bromomethyl-3-nitrobenzoate

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of 4-bromomethyl-3-nitrobenzoic acid (2.00 g, 7.69 mmol), benzyl alcohol (796 mL, 832 mg, 7.69 mmol) and 4-dimethylaminopyridine (9.4 mg, 77 μmol) in dichloromethane (5 mL) was added DCC (1.59 g, 7.71 mmol) and the mixture was stirred at ambient temperature for 3 h. The mixture was filtered and the solvent was removed under reduced pressure. The residue was purified by chromatography using a 0-30% gradient of heptane/ethyl acetate gave benzyl 4-bromomethyl-3-nitrobenzoate as an oil.

후처리

  1. filtrationThe mixture was filtered
  2. customthe solvent was removed under reduced pressure
  3. customThe residue was purified by chromatography

출처 및 근거

ORD 기록
ord-74c18889b2da4995b724628b4ba7f38f
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08222248B2

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